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Thermal cyclization of 3-azido-2-phenyl-indan-l-one to 5h-indeno[1,2-b]indol-10-one

✍ Scribed by Wolfgang Stadlbauer; Michaela Fischer

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
71 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

3‐Azido‐2‐phenylindan‐1‐one (4), which was obtained from 3‐chloro‐2‐phenylindan‐1‐one (3), cyclizes on thermolysis to 5__H__‐indeno[1,2‐b]indol‐10‐one (5). Reaction of 3‐azido‐2‐phenylindan‐1‐one (4) with triphenylphosphane gives 2‐phenyl‐3‐(triphenylphosphoranylideneamino)‐indan‐1‐one (6), which can be hydrolyzed to 3‐amino‐2‐phenylindan‐1‐one (7). Attempts to perform a similar cyclization sequence with 3‐chloro‐2‐pyridylindan‐1‐ones failed.

📜 SIMILAR VOLUMES

ChemInform Abstract: Organic Azides in H
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